$3,500,000 Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living. 4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living. 518 58th Street, Holmes Beach
$4,499,000 This full duplex offering delivers a unique chance to own a large-scale coastal asset in a highly desirable vacation rental market. Consisting of two separate residences with a combined total of 8 bedrooms and 7 bathrooms, the property is well-suited for maximizing guest capacity, multi-generational travel demand, and premium rental appeal. Designed with entertaining in mind, both residences feature spacious open-concept layouts, vaulted ceilings with beam accents, multiple covered balconies with Gulf-to-Bay views, and private elevators providing seamless access throughout each home. The kitchens are finished with solid wood cabinetry and granite countertops, while the bedroom layouts prioritize comfort and privacy with en-suite bathrooms and walk-in closets. The outdoor living experience was built for the vacation lifestyle, centered around a private pool area with covered lounging and dining spaces, plus a waterfall feature that enhances the resort-style atmosphere guests are drawn to. With the ability to accommodate daily or weekly rentals and a location just moments from the beach, bay, Bridge Street, restaurants, shopping, and trolley access, this property offers the kind of combination investors consistently search for: strong location appeal, high guest functionality, and exceptional income-producing potential. 8 Beds ⋅ 8 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code This full duplex offering delivers a unique chance to own a large-scale coastal asset in a highly desirable vacation rental market. Consisting of two separate residences with a combined total of 8 bedrooms and 7 bathrooms, the property is well-suited for maximizing guest capacity, multi-generational travel demand, and premium rental appeal. Designed with entertaining in mind, both residences feature spacious open-concept layouts, vaulted ceilings with beam accents, multiple covered balconies with Gulf-to-Bay views, and private elevators providing seamless access throughout each home. The kitchens are finished with solid wood cabinetry and granite countertops, while the bedroom layouts prioritize comfort and privacy with en-suite bathrooms and walk-in closets. The outdoor living experience was built for the vacation lifestyle, centered around a private pool area with covered lounging and dining spaces, plus a waterfall feature that enhances the resort-style atmosphere guests are drawn to. With the ability to accommodate daily or weekly rentals and a location just moments from the beach, bay, Bridge Street, restaurants, shopping, and trolley access, this property offers the kind of combination investors consistently search for: strong location appeal, high guest functionality, and exceptional income-producing potential. 105 4th Street S, Bradenton Beach
$525,000 Turnkey coastal living awaits in this fully renovated 2-bedroom, 2-bathroom condo nestled within the sought-after Runaway Bay community on Bradenton Beach. Whether you're looking for a primary residence, second home, or investment property, this move-in ready unit checks every box. The primary suite features a king-size bed configuration and a private ensuite with a spacious walk-in shower. The second bedroom offers flexible sleeping arrangements with twin beds and convenient access to the hallway bath, which includes a shower/tub combination. Both bedrooms are bright, well-appointed, and freshly updated. A complete top-to-bottom renovation sets this unit apart — new LVP flooring in bedrooms, fresh paint, stylish finishes, and a fully remodelled kitchen with stainless steel appliances. The private patio provides a peaceful outdoor retreat with serene surroundings. Runaway Bay residents enjoy private beach access just steps away, leading to miles of pristine white sand along the Gulf of Mexico. Community amenities include a heated pool, fitness center, and tennis/pickleball courts. 2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code Turnkey coastal living awaits in this fully renovated 2-bedroom, 2-bathroom condo nestled within the sought-after Runaway Bay community on Bradenton Beach. Whether you're looking for a primary residence, second home, or investment property, this move-in ready unit checks every box. The primary suite features a king-size bed configuration and a private ensuite with a spacious walk-in shower. The second bedroom offers flexible sleeping arrangements with twin beds and convenient access to the hallway bath, which includes a shower/tub combination. Both bedrooms are bright, well-appointed, and freshly updated. A complete top-to-bottom renovation sets this unit apart — new LVP flooring in bedrooms, fresh paint, stylish finishes, and a fully remodelled kitchen with stainless steel appliances. The private patio provides a peaceful outdoor retreat with serene surroundings. Runaway Bay residents enjoy private beach access just steps away, leading to miles of pristine white sand along the Gulf of Mexico. Community amenities include a heated pool, fitness center, and tennis/pickleball courts. 1801 Gulf Drive N Unit 148, Bradenton Beach
$985,000 Discover the best of island living in beautiful Holmes Beach! Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. New roof installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today! 2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Discover the best of island living in beautiful Holmes Beach! Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. New roof installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today! 221 85th Street, Holmes Beach
$466,500 Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away. 2 Beds ⋅ 2 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code Just a couple blocks from the beautiful beaches of Holmes Beach, this charming 2-bedroom, 2-bath corner unit offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find new flooring throughout, an open-concept living and dining area filled with natural light, and a spacious screened-in patio perfect for relaxing after a day at the beach. Other upgrades include New appliances, custom closets built in, and new kitchen appliances! Sunbow is located right off Manatee Avenue and close to all the necessities of island living. Located in a desirable community featuring a sparkling pool and a peaceful walking trail surrounding the water, this property is ideal as a full-time residence, vacation getaway, or investment opportunity. Enjoy easy access to shopping, dining, and the laid-back island lifestyle all just moments away. 3705 E Bay Drive Unit 117, Holmes Beach
$2,695,000 Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! This 4 bedroom, 3 bathroom pool home is 2,678 sq ft and decorated in fun beachy decor. Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. The open-concept design of the kitchen/living/dining area makes for easy entertaining. The kitchen island boasts a granite-top bar with stool seating for two, below stylish pendant lamps. The kitchen flows into a dining area with hardwood floors and a beautiful tropical ceiling fan with natural palm blades, which circulates fresh air throughout the main living space. Enjoy the covered lanai, just off the kitchen/living area to dine or relax. The Primary bedroom (third floor) has gorgeous hardwood floors and a walk-in closet. Enjoy your own private balcony/covered lanai with a sitting area and dazzling views of the turquoise Gulf. Just the spot to sip your morning coffee. The Primary ensuite bathroom has a large double-sink granite vanity, huge well-lit mirror, marble floors, oversize jacuzzi soaking tub, and separate walk-in glass door showers. Heated pool, outdoor kitchen and large one car garage, the list goes on. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 4 Beds ⋅ 3 Baths ⋅ Mma Twnhs SubDv. ⋅ 34217 Zip Code Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! This 4 bedroom, 3 bathroom pool home is 2,678 sq ft and decorated in fun beachy decor. Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. The open-concept design of the kitchen/living/dining area makes for easy entertaining. The kitchen island boasts a granite-top bar with stool seating for two, below stylish pendant lamps. The kitchen flows into a dining area with hardwood floors and a beautiful tropical ceiling fan with natural palm blades, which circulates fresh air throughout the main living space. Enjoy the covered lanai, just off the kitchen/living area to dine or relax. The Primary bedroom (third floor) has gorgeous hardwood floors and a walk-in closet. Enjoy your own private balcony/covered lanai with a sitting area and dazzling views of the turquoise Gulf. Just the spot to sip your morning coffee. The Primary ensuite bathroom has a large double-sink granite vanity, huge well-lit mirror, marble floors, oversize jacuzzi soaking tub, and separate walk-in glass door showers. Heated pool, outdoor kitchen and large one car garage, the list goes on. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 109 6th Street N Unit A, Bradenton Beach
$2,695,000 Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! This 4 bedroom, 3 bathroom pool home is 2,678 sq ft and ready for you! Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. The open-concept design of the kitchen/living/dining area makes for easy entertaining. The kitchen island boasts a granite-top bar with stool seating for two, below stylish pendant lamps. The kitchen flows into a dining area with hardwood floors and a beautiful tropical ceiling fan with natural palm blades, which circulates fresh air throughout the main living space. Enjoy the covered lanai, just off the kitchen/living area to dine or relax. The Primary bedroom (third floor) has gorgeous hardwood floors and a walk-in closet. Enjoy your own private balcony/covered lanai with a sitting area and dazzling views of the turquoise Gulf. Just the spot to sip your morning coffee. The Primary ensuite bathroom has a large double-sink granite vanity, huge well-lit mirror, marble floors, oversize jacuzzi soaking tub, and separate walk-in glass door showers. Heated pool, outdoor kitchen and large one car garage, the list goes on. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 4 Beds ⋅ 3 Baths ⋅ Mma Twnhs SubDv. ⋅ 34217 Zip Code Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! This 4 bedroom, 3 bathroom pool home is 2,678 sq ft and ready for you! Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. The open-concept design of the kitchen/living/dining area makes for easy entertaining. The kitchen island boasts a granite-top bar with stool seating for two, below stylish pendant lamps. The kitchen flows into a dining area with hardwood floors and a beautiful tropical ceiling fan with natural palm blades, which circulates fresh air throughout the main living space. Enjoy the covered lanai, just off the kitchen/living area to dine or relax. The Primary bedroom (third floor) has gorgeous hardwood floors and a walk-in closet. Enjoy your own private balcony/covered lanai with a sitting area and dazzling views of the turquoise Gulf. Just the spot to sip your morning coffee. The Primary ensuite bathroom has a large double-sink granite vanity, huge well-lit mirror, marble floors, oversize jacuzzi soaking tub, and separate walk-in glass door showers. Heated pool, outdoor kitchen and large one car garage, the list goes on. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 109 6th Street N Unit B, Bradenton Beach
$659,900 JUST REDUCED $30,000 The moment you step inside this exceptional second-floor end unit, you’ll feel as though you are living right on top of the water. Offering stunning panoramic views of Sarasota Bay, added privacy, and exceptional tranquility, this beautifully renovated bayfront residence is one of Runaway Bay’s most desirable and rarely available locations. Runaway Bay has only four second-floor bayfront end units and just 16 second-floor bayfront units total, making this an extremely limited opportunity expected to sell quickly. This two-bedroom, two-bath condo features unobstructed bay views, breathtaking sunrises, a private balcony, an A/C system replaced in January 2021, and a new hot water tank installed in 2023. Enjoy daily swims in the Gulf of Mexico with designated private beach access leading to six miles of powdery sand beaches. Community amenities include a heated saltwater pool, fitness room with sauna, tennis, pickleball, bocce ball, shuffleboard, clubhouse, grilling area, fishing pier, and kayak launch. The Anna Maria Island Trolley stops right outside the complex, offering easy access to dining, shopping, miniature golf, live music, and the Historic Bridge Street area. Currently used as the owner’s private residence, this stunning bayfront condo offers the perfect combination of privacy, water views, and Anna Maria Island living. 2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code JUST REDUCED $30,000 The moment you step inside this exceptional second-floor end unit, you’ll feel as though you are living right on top of the water. Offering stunning panoramic views of Sarasota Bay, added privacy, and exceptional tranquility, this beautifully renovated bayfront residence is one of Runaway Bay’s most desirable and rarely available locations. Runaway Bay has only four second-floor bayfront end units and just 16 second-floor bayfront units total, making this an extremely limited opportunity expected to sell quickly. This two-bedroom, two-bath condo features unobstructed bay views, breathtaking sunrises, a private balcony, an A/C system replaced in January 2021, and a new hot water tank installed in 2023. Enjoy daily swims in the Gulf of Mexico with designated private beach access leading to six miles of powdery sand beaches. Community amenities include a heated saltwater pool, fitness room with sauna, tennis, pickleball, bocce ball, shuffleboard, clubhouse, grilling area, fishing pier, and kayak launch. The Anna Maria Island Trolley stops right outside the complex, offering easy access to dining, shopping, miniature golf, live music, and the Historic Bridge Street area. Currently used as the owner’s private residence, this stunning bayfront condo offers the perfect combination of privacy, water views, and Anna Maria Island living. 1801 Gulf Drive N Unit 293, Bradenton Beach
$2,650,000 Virtually Staged. Welcome to this extensively renovated waterfront residence in the highly desirable Key Royale community. This 4-bedroom, 4-bath home pairs elevated coastal living with modern improvements and direct boating access to the Gulf. Renovated from top to bottom, including a redesigned chef’s kitchen features high-end finishes and opens to spacious living and entertaining areas, while each bathroom has been updated with clean, contemporary detail. The property includes a new roof, four new A/C units, updated landscaping, a new garage door, and new garage flooring. For added flexibility, the private fourth bedroom above the garage has its own entrance—ideal for guests, multigenerational living, a home office, or a bonus flex space. Designed for entertaining, the home offers a new wet bar and effortless indoor-outdoor flow. Outside, enjoy private canal frontage with a boat lift and direct Gulf access—perfect for boating and island living. Move-in ready and beautifully appointed, this home delivers luxury, versatility, and a true waterfront lifestyle just minutes from renowned beaches, dining, and shopping. Discover modern elegance and relaxed coastal charm in one of Anna Maria Island’s premier boating communities. 4 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code Virtually Staged. Welcome to this extensively renovated waterfront residence in the highly desirable Key Royale community. This 4-bedroom, 4-bath home pairs elevated coastal living with modern improvements and direct boating access to the Gulf. Renovated from top to bottom, including a redesigned chef’s kitchen features high-end finishes and opens to spacious living and entertaining areas, while each bathroom has been updated with clean, contemporary detail. The property includes a new roof, four new A/C units, updated landscaping, a new garage door, and new garage flooring. For added flexibility, the private fourth bedroom above the garage has its own entrance—ideal for guests, multigenerational living, a home office, or a bonus flex space. Designed for entertaining, the home offers a new wet bar and effortless indoor-outdoor flow. Outside, enjoy private canal frontage with a boat lift and direct Gulf access—perfect for boating and island living. Move-in ready and beautifully appointed, this home delivers luxury, versatility, and a true waterfront lifestyle just minutes from renowned beaches, dining, and shopping. Discover modern elegance and relaxed coastal charm in one of Anna Maria Island’s premier boating communities. 528 Key Royale Drive, Holmes Beach
$434,900 Kick off your flip-flops and settle in—this turnkey furnished 1BD/1BA condo is your ticket to the easy, sandy-toes lifestyle that makes Anna Maria Island so irresistible. Just steps from the beach in the heart of Bradenton Beach, it's packed with island charm and ready for sunny days, salty hair, and lazy afternoons by the pool. The layout lives bigger than you'd expect, with a screened lanai overlooking the pool—the perfect perch for morning coffee, Gulf breezes, and post-beach happy hours. A carport and dedicated storage keep beach gear, bikes, and paddleboards tucked away and ready for the next adventure. Step outside and you're moments from the sand, plus an easy stroll to the shops, dining, and entertainment of historic Bridge Street. Hop the trolley, grab a bite, catch live music, or just wander—everything you need for that classic island day is right at your doorstep. And when it's time to come and go, easy on-and-off-island access keeps the mainland close. Short-term rentals are permitted, so whether you're dreaming of a personal beach hideaway, a smart income property, or the best of both, this one checks every box. New Roof, AC and hot water heater in 2025. Welcome to island time. 1 Beds ⋅ 1 Baths ⋅ Coquina Reef Condo SubDv. ⋅ 34217 Zip Code Kick off your flip-flops and settle in—this turnkey furnished 1BD/1BA condo is your ticket to the easy, sandy-toes lifestyle that makes Anna Maria Island so irresistible. Just steps from the beach in the heart of Bradenton Beach, it's packed with island charm and ready for sunny days, salty hair, and lazy afternoons by the pool. The layout lives bigger than you'd expect, with a screened lanai overlooking the pool—the perfect perch for morning coffee, Gulf breezes, and post-beach happy hours. A carport and dedicated storage keep beach gear, bikes, and paddleboards tucked away and ready for the next adventure. Step outside and you're moments from the sand, plus an easy stroll to the shops, dining, and entertainment of historic Bridge Street. Hop the trolley, grab a bite, catch live music, or just wander—everything you need for that classic island day is right at your doorstep. And when it's time to come and go, easy on-and-off-island access keeps the mainland close. Short-term rentals are permitted, so whether you're dreaming of a personal beach hideaway, a smart income property, or the best of both, this one checks every box. New Roof, AC and hot water heater in 2025. Welcome to island time. 205 Highland Avenue Unit 2, Bradenton Beach
$589,900 Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines 2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines 711 Manatee Avenue, Holmes Beach
$5,250,000 Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! Being sold as a whole- each side is 4 bedrooms and 3 bathrooms and both have their own pool!! Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf of Mexico is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. Each side is 2,678 sq ft luxury condo is one-half of a duplex (shared wall format with extra thick/soundproof wall.) But everything about the condo is private, not shared. Heated pool, outdoor kitchen and large garage, the list goes on. Possibilities are endless, rent out as a whole for investment or live on one side and rent the other. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 8 Beds ⋅ 6 Baths ⋅ Mma Twnhs SubDv. ⋅ 34217 Zip Code Perfectly positioned in the middle of the Gulf and the Intercostal, you get the best of both worlds! Being sold as a whole- each side is 4 bedrooms and 3 bathrooms and both have their own pool!! Offering incredible views in every direction because it’s situated in the best location on the entire island! The island is only 150 yards wide where this 3-story condo is located. The Gulf of Mexico is merely 75 yards to the west, and Florida’s Intracoastal Waterway is 75 yards to the east. Relax on the 3rd-floor, ceramic-tiled balcony with screened-in lanai, and gaze out across the serene aquamarine Gulf waters, the Intracoastal Waterway, and Florida’s Sunshine Bridge over Tampa Bay and the Bradenton Beach Marina. Each side is 2,678 sq ft luxury condo is one-half of a duplex (shared wall format with extra thick/soundproof wall.) But everything about the condo is private, not shared. Heated pool, outdoor kitchen and large garage, the list goes on. Possibilities are endless, rent out as a whole for investment or live on one side and rent the other. Enjoy breathtaking sunrises and sunsets from multiple decks overlooking both the bay and the Gulf. Leave your car at home and walk to the beach, restaurants, shopping, the pier, and Bridge Street! Come explore everything this stunning home has to offer! 109 6th Street N Unit A & B, Bradenton Beach
$2,495,000 BRAND NEW ROOF | HURRICANE IMPACT WINDOWS & DOORS | 95 STEPS TO THE BEACH | HIGH-PERFORMING NIGHTLY RENTAL| MOTIVATED SELLER Welcome to one of Bradenton Beach’s most exceptional income-producing coastal investments, where luxury lifestyle, proven rental performance, and unbeatable location come together just 95 steps from the sugar-white sands and turquoise waters of Bradenton Beach. Positioned in the heart of one of Florida’s most sought-after beach destinations, this fully renovated beachside duplex presents a rare opportunity to own a turn-key, high-performing short-term rental with no minimum rental restrictions and bookings already extending into 2026. Whether you are an investor seeking strong cash flow, a lifestyle buyer wanting a second home that offsets ownership costs, or someone searching for a legacy beach property, this offering checks every box. Each spacious unit offers over 1,500 square feet of beautifully designed living space with two bedrooms, two bathrooms, private lanais, upscale coastal finishes, and the flexibility to rent separately or together for maximum income potential. Guests are drawn to the property’s walkable island lifestyle. Mornings spent enjoying coffee on the lanai, afternoons on the beach, and evenings filled with Gulf sunsets, live music, and local dining all just moments away. The property has undergone extensive renovations and capital improvements, creating a low-maintenance and highly desirable investment asset. Upgrades include a brand-new roof, hurricane-impact windows and sliding glass doors throughout, Hardie siding, luxury kitchens, spa-inspired bathrooms with oversized walk-in showers and Jacuzzi tubs, hand-scraped maple flooring, elevator access, private garages, and custom coastal details throughout. A true standout feature is the stunning 4th-floor rooftop deck complete with panoramic Gulf and bay views, a saltwater pool and spa, and an unforgettable entertainment space that consistently drives repeat guests and premium rental demand. Since entering the vacation rental market in 2023, the property has demonstrated strong and consistent rental performance with increasing year-over-year demand. With nightly rental flexibility and an irreplaceable location in the heart of Bradenton Beach, this property offers the rare combination of immediate income potential, long-term appreciation, and an unmatched coastal lifestyle. This is more than a beach home, it is a luxury investment experience designed to generate income, create memories, and deliver lasting value for years to come. 4 Beds ⋅ 5 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code BRAND NEW ROOF | HURRICANE IMPACT WINDOWS & DOORS | 95 STEPS TO THE BEACH | HIGH-PERFORMING NIGHTLY RENTAL| MOTIVATED SELLER Welcome to one of Bradenton Beach’s most exceptional income-producing coastal investments, where luxury lifestyle, proven rental performance, and unbeatable location come together just 95 steps from the sugar-white sands and turquoise waters of Bradenton Beach. Positioned in the heart of one of Florida’s most sought-after beach destinations, this fully renovated beachside duplex presents a rare opportunity to own a turn-key, high-performing short-term rental with no minimum rental restrictions and bookings already extending into 2026. Whether you are an investor seeking strong cash flow, a lifestyle buyer wanting a second home that offsets ownership costs, or someone searching for a legacy beach property, this offering checks every box. Each spacious unit offers over 1,500 square feet of beautifully designed living space with two bedrooms, two bathrooms, private lanais, upscale coastal finishes, and the flexibility to rent separately or together for maximum income potential. Guests are drawn to the property’s walkable island lifestyle. Mornings spent enjoying coffee on the lanai, afternoons on the beach, and evenings filled with Gulf sunsets, live music, and local dining all just moments away. The property has undergone extensive renovations and capital improvements, creating a low-maintenance and highly desirable investment asset. Upgrades include a brand-new roof, hurricane-impact windows and sliding glass doors throughout, Hardie siding, luxury kitchens, spa-inspired bathrooms with oversized walk-in showers and Jacuzzi tubs, hand-scraped maple flooring, elevator access, private garages, and custom coastal details throughout. A true standout feature is the stunning 4th-floor rooftop deck complete with panoramic Gulf and bay views, a saltwater pool and spa, and an unforgettable entertainment space that consistently drives repeat guests and premium rental demand. Since entering the vacation rental market in 2023, the property has demonstrated strong and consistent rental performance with increasing year-over-year demand. With nightly rental flexibility and an irreplaceable location in the heart of Bradenton Beach, this property offers the rare combination of immediate income potential, long-term appreciation, and an unmatched coastal lifestyle. This is more than a beach home, it is a luxury investment experience designed to generate income, create memories, and deliver lasting value for years to come. 2300 Avenue B, Bradenton Beach
$645,000 JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. 2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code JAW-DROPPING WATER VIEWS! Located on one of the highest sea level slices of land on the island. Revel & Relax as you experience amazing water views. Prepare to be enthralled by the mesmerizing beauty of the sparkling waters of Sarasota Bay, teaming with playful dolphins, graceful manatees, and the colorful spectacle of Florida's native birds. Witness spectacular sunrises, behold the magnificent moon while casting its illuminating reflection upon Sarasota Bay, all from this incredible place. This building sits on one of the highest points on the island. We are on the water with an incredible water view and we didn't get damaged (unlike our close communities) THIS IS HUGE Excellent investment. NON-OBSTRUCTED view in this Waterfront condo. You won't find a better view around this price. Enjoy spectacular sunrises and sunsets from every room. Sit on the Lanai and watch the yachts as they await the Manatee Bridge to lift so they can go under, this is a beautiful site as they cruise the blue waters. This beautifully remodeled condo on the bay is one of the few dog friendly communities. So many big ticket $$$$$$ items are newer inclusive of the HVAC, roof, Hurricane rated sliders and windows, hot water heater, stackable LG full capacity Laundry, duct work, baseboard and cove moulding throughout. The doors and all trim work has been upgraded to solid wood. There is new high end lighting, renewed electric and plumbing, and the list goes on. Popcorn ceilings gone!!! This is great considering the post hurricane prices now to renovate. WALK to the beach, dining, nightlife, grocery, drug store, liquor store and more. Are you a bird watcher? If so you will love the birds you view all day as they fly close to you coming to and fro from nearby Robinson Preserve. One of the nicest things about this place is you don't get stuck during season in all the traffic on the island and its easy to get off to the main land without the long wait that the owners on the north end or south end have. Community has a kayak launch and pickleball as well as tennis and a large heated pool with views of the water. 749 Manatee Avenue Unit 749, Holmes Beach
$2,130,000 Welcome to island living at its finest on beautiful Anna Maria Island! So much remodeled in this 3-bedroom, 2-bath waterfront retreat offering stunning full bay views, a private composite dock with water supply, seawall, and a sparkling saltwater pool with a heater and a cooling system designed for relaxing and entertaining. Tucked away at the end of a paved dead-end street, this property offers privacy, tropical landscaping, mature trees, and the ultimate coastal lifestyle. Inside, the open-concept floor plan features luxury vinyl plank flooring, a dry bar, eating space in the kitchen, updated blinds, and beautifully renovated finishes throughout. The home underwent extensive renovations in 2025 and 2026, with a 2023 shingle roof already in place for peace of mind. Built with concrete exterior construction and stucco on a slab foundation, this property blends durability with modern coastal charm. Best of all, this home is truly turnkey and fully furnished — everything conveys from the furniture, TVs, beds, appliances, washer and dryer, silverware, décor, and coffee makers! Just bring your suitcase and start enjoying island life immediately. Step outside to your private backyard oasis complete with vinyl fencing around the pool area, irrigation system, outdoor grill, small storage shed, and multiple spaces to enjoy the waterfront scenery and coastal breezes. Located with no HOA and no deed restrictions, this property also offers exceptional investment potential with weekly rentals permitted, making it an ideal vacation home, second home, or income-producing property. Public water, public sewer, and central heat and air complete the package. Rarely does a move-in-ready waterfront property with this level of remodeling, furnishings, and rental flexibility become available on Anna Maria Island. Schedule your private showing today and experience the best of Florida Gulf Coast living! 3 Beds ⋅ 2 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34217 Zip Code Welcome to island living at its finest on beautiful Anna Maria Island! So much remodeled in this 3-bedroom, 2-bath waterfront retreat offering stunning full bay views, a private composite dock with water supply, seawall, and a sparkling saltwater pool with a heater and a cooling system designed for relaxing and entertaining. Tucked away at the end of a paved dead-end street, this property offers privacy, tropical landscaping, mature trees, and the ultimate coastal lifestyle. Inside, the open-concept floor plan features luxury vinyl plank flooring, a dry bar, eating space in the kitchen, updated blinds, and beautifully renovated finishes throughout. The home underwent extensive renovations in 2025 and 2026, with a 2023 shingle roof already in place for peace of mind. Built with concrete exterior construction and stucco on a slab foundation, this property blends durability with modern coastal charm. Best of all, this home is truly turnkey and fully furnished — everything conveys from the furniture, TVs, beds, appliances, washer and dryer, silverware, décor, and coffee makers! Just bring your suitcase and start enjoying island life immediately. Step outside to your private backyard oasis complete with vinyl fencing around the pool area, irrigation system, outdoor grill, small storage shed, and multiple spaces to enjoy the waterfront scenery and coastal breezes. Located with no HOA and no deed restrictions, this property also offers exceptional investment potential with weekly rentals permitted, making it an ideal vacation home, second home, or income-producing property. Public water, public sewer, and central heat and air complete the package. Rarely does a move-in-ready waterfront property with this level of remodeling, furnishings, and rental flexibility become available on Anna Maria Island. Schedule your private showing today and experience the best of Florida Gulf Coast living! 118 9th Street N, Bradenton Beach
$1,449,000 **ACTIVE Short Term Rental** Financials and Insurance information available upon request. Bookings for 2026 and 2027 in place with strong reviews. 2025 Income $146K with 63% Occupancy (Owners used the Property extensively) still producing $104K NET INCOME.COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, hurricane impact windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. The island lifestyle comes fully equipped. Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required! 4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code **ACTIVE Short Term Rental** Financials and Insurance information available upon request. Bookings for 2026 and 2027 in place with strong reviews. 2025 Income $146K with 63% Occupancy (Owners used the Property extensively) still producing $104K NET INCOME.COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, hurricane impact windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. The island lifestyle comes fully equipped. Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required! 8106 Gulf Drive, Holmes Beach
$1,449,000 COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, hurricane impact windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. And...The island lifestyle comes fully equipped! Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required! 4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, hurricane impact windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. And...The island lifestyle comes fully equipped! Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required! 8106 Gulf Drive Unit A&B, Holmes Beach
$425,000 Virtually Staged. 611 Gulf Dr N, Unit C29 is a freshly painted coastal condo located in the heart of Bradenton Beach just steps from the Gulf of Mexico. This water view condo offers the perfect opportunity for a primary home, vacation retreat, or income-producing investment on Anna Maria Island. Enjoy peaceful bay water views & 155 ft +/- private beach access and private fishing dock. The interior has been freshly painted, delivering a bright, clean, and welcoming feel ready for immediate enjoyment. The community features a relaxed coastal atmosphere, well-maintained grounds, and easy walking distance to beaches, dining, shopping, and island attractions. Located on Gulf Drive, this condo places you minutes from everything while still offering a tranquil island lifestyle. Beachside location, fresh updates, and scenic views, schedule your private showing today! 2 Beds ⋅ 2 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code Virtually Staged. 611 Gulf Dr N, Unit C29 is a freshly painted coastal condo located in the heart of Bradenton Beach just steps from the Gulf of Mexico. This water view condo offers the perfect opportunity for a primary home, vacation retreat, or income-producing investment on Anna Maria Island. Enjoy peaceful bay water views & 155 ft +/- private beach access and private fishing dock. The interior has been freshly painted, delivering a bright, clean, and welcoming feel ready for immediate enjoyment. The community features a relaxed coastal atmosphere, well-maintained grounds, and easy walking distance to beaches, dining, shopping, and island attractions. Located on Gulf Drive, this condo places you minutes from everything while still offering a tranquil island lifestyle. Beachside location, fresh updates, and scenic views, schedule your private showing today! 611 Gulf Drive N Unit C29, Bradenton Beach
$524,900 Unrivaled bayfront views, rare short-term rental flexibility, and now, a compelling new price—this is the Anna Maria Island opportunity you’ve been waiting for. Coastal Chic Meets Bayfront Serenity This is the one you've been waiting for. Nestled in the premier Runaway Bay community, this stunning 2BR/2BA ground-floor unit has been masterfully reimagined with a fresh, coastal-modern aesthetic that feels like a high-end boutique retreat. Fully turnkey and meticulously maintained, this home offers the rare trifecta of pond, fountain, and partial bay views right from your doorstep. The Modern Makeover: No detail was spared in this top-to-bottom renovation (2024-2025). From the moment you walk in, the space feels bright, airy, and effortlessly cool. Gourmet Kitchen: Sleek white shaker cabinetry, premium quartz countertops, a deep farmhouse-style sink, and a high-end stainless steel appliance package (including a French door fridge). Designer Flooring: Beautiful luxury vinyl plank flooring flows throughout the living areas, offering durability without sacrificing style. Spa-Like Baths: Both bathrooms are fully modernized with custom tile work, walk-in glass showers, and contemporary black hardware. Infrastructure & Peace of Mind: Rest easy with a brand-new HVAC system and water heater. Outdoor Living & Island Life - Step out onto your private patio to watch the fountain dance on the lake or the Sea birds land on the bay. Alternatively, take a short stroll to the community's private fishing dock to catch the sunrise over Sarasota Bay. Beach Access: Enjoy two private, deeded beach access points - white sands and turquoise Gulf waters are just steps away. Award-Winning Amenities: Runaway Bay is home to the largest saltwater heated pool on Anna Maria Island, plus a recently renovated clubhouse, a fitness center, tennis and pickleball courts, shuffleboard, and a kayak launch. Turnkey Ready: Whether you're looking for a personal sanctuary, a seasonal getaway, or a high-performing investment (thanks to the 7-day minimum rental policy), this unit is truly "plug and play." With a professional furniture package included, the only thing missing is your suitcase. Don't miss this opportunity to own a piece of paradise in one of the island's most amenity-rich communities. 2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code Unrivaled bayfront views, rare short-term rental flexibility, and now, a compelling new price—this is the Anna Maria Island opportunity you’ve been waiting for. Coastal Chic Meets Bayfront Serenity This is the one you've been waiting for. Nestled in the premier Runaway Bay community, this stunning 2BR/2BA ground-floor unit has been masterfully reimagined with a fresh, coastal-modern aesthetic that feels like a high-end boutique retreat. Fully turnkey and meticulously maintained, this home offers the rare trifecta of pond, fountain, and partial bay views right from your doorstep. The Modern Makeover: No detail was spared in this top-to-bottom renovation (2024-2025). From the moment you walk in, the space feels bright, airy, and effortlessly cool. Gourmet Kitchen: Sleek white shaker cabinetry, premium quartz countertops, a deep farmhouse-style sink, and a high-end stainless steel appliance package (including a French door fridge). Designer Flooring: Beautiful luxury vinyl plank flooring flows throughout the living areas, offering durability without sacrificing style. Spa-Like Baths: Both bathrooms are fully modernized with custom tile work, walk-in glass showers, and contemporary black hardware. Infrastructure & Peace of Mind: Rest easy with a brand-new HVAC system and water heater. Outdoor Living & Island Life - Step out onto your private patio to watch the fountain dance on the lake or the Sea birds land on the bay. Alternatively, take a short stroll to the community's private fishing dock to catch the sunrise over Sarasota Bay. Beach Access: Enjoy two private, deeded beach access points - white sands and turquoise Gulf waters are just steps away. Award-Winning Amenities: Runaway Bay is home to the largest saltwater heated pool on Anna Maria Island, plus a recently renovated clubhouse, a fitness center, tennis and pickleball courts, shuffleboard, and a kayak launch. Turnkey Ready: Whether you're looking for a personal sanctuary, a seasonal getaway, or a high-performing investment (thanks to the 7-day minimum rental policy), this unit is truly "plug and play." With a professional furniture package included, the only thing missing is your suitcase. Don't miss this opportunity to own a piece of paradise in one of the island's most amenity-rich communities. 1801 Gulf Drive N Unit 184, Bradenton Beach
$3,750,000 Built to impress and crafted to a caliber rarely seen in today’s island market, this newly completed 4-bedroom, 4.5-bath luxury coastal residence delivers true custom quality at every turn. Built far beyond the standard of an ordinary beach rental or speculative investment property, every inch of this home reflects intentional architectural detail, elevated craftsmanship, and a superior level of construction. A private elevator services all levels, while wide-plank hardwood flooring, extensive custom trim work, rich wood ceiling accents, designer lighting, and expansive black-framed impact windows and doors create a refined yet inviting coastal aesthetic throughout. At the center of the home, the stunning chef’s kitchen was designed to impress, featuring custom cabinetry, premium quartz countertops, an oversized waterfall island, statement vent hood, premium stainless appliances, designer pendant lighting, and abundant prep and gathering space ideal for effortless entertaining. The adjoining dining area and expansive open great room are flooded with natural light and designed for seamless indoor-outdoor living, opening to multiple covered terraces that create an exceptional flow for hosting family and guests. The primary suite offers a luxurious private retreat complete with balcony access, custom detailing, a spacious walk-in closet, and a spa-inspired bath appointed with dual vanities, a freestanding soaking tub, frameless glass shower, and premium finishes. Spacious guest suites provide beautifully designed accommodations, while the heated pool, elevated spa, multiple balconies, oversized garage, and spectacular rooftop terrace with panoramic bay views complete the home’s resort-caliber feel. Beyond the walls of this exceptional residence lies the unmatched lifestyle that makes Bradenton Beach and Anna Maria Island one of Florida’s most sought-after coastal destinations. Located just moments from the sugar sand beaches of the Gulf and only a short stroll or golf cart ride to the vibrant shops, waterfront dining, beach bars, live music, and marina activities of iconic Bridge Street, owners will enjoy effortless access to boating, fishing, paddleboarding, sunset walks, and the laid-back luxury of true island living. This is more than a home—it is a rare opportunity to experience the very best of coastal luxury, where every day feels like a permanent vacation. 4 Beds ⋅ 5 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Built to impress and crafted to a caliber rarely seen in today’s island market, this newly completed 4-bedroom, 4.5-bath luxury coastal residence delivers true custom quality at every turn. Built far beyond the standard of an ordinary beach rental or speculative investment property, every inch of this home reflects intentional architectural detail, elevated craftsmanship, and a superior level of construction. A private elevator services all levels, while wide-plank hardwood flooring, extensive custom trim work, rich wood ceiling accents, designer lighting, and expansive black-framed impact windows and doors create a refined yet inviting coastal aesthetic throughout. At the center of the home, the stunning chef’s kitchen was designed to impress, featuring custom cabinetry, premium quartz countertops, an oversized waterfall island, statement vent hood, premium stainless appliances, designer pendant lighting, and abundant prep and gathering space ideal for effortless entertaining. The adjoining dining area and expansive open great room are flooded with natural light and designed for seamless indoor-outdoor living, opening to multiple covered terraces that create an exceptional flow for hosting family and guests. The primary suite offers a luxurious private retreat complete with balcony access, custom detailing, a spacious walk-in closet, and a spa-inspired bath appointed with dual vanities, a freestanding soaking tub, frameless glass shower, and premium finishes. Spacious guest suites provide beautifully designed accommodations, while the heated pool, elevated spa, multiple balconies, oversized garage, and spectacular rooftop terrace with panoramic bay views complete the home’s resort-caliber feel. Beyond the walls of this exceptional residence lies the unmatched lifestyle that makes Bradenton Beach and Anna Maria Island one of Florida’s most sought-after coastal destinations. Located just moments from the sugar sand beaches of the Gulf and only a short stroll or golf cart ride to the vibrant shops, waterfront dining, beach bars, live music, and marina activities of iconic Bridge Street, owners will enjoy effortless access to boating, fishing, paddleboarding, sunset walks, and the laid-back luxury of true island living. This is more than a home—it is a rare opportunity to experience the very best of coastal luxury, where every day feels like a permanent vacation. 2209 Avenue B, Bradenton Beach
$2,175,000 Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living. 3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code Welcome to your light-filled Key Royale retreat—an effortlessly elegant coastal charmer on Anna Maria Island. Beautifully refreshed and thoughtfully designed, this home embraces the best of indoor-outdoor living with an open floor plan and walls of sliding glass doors that frame sparkling pool and tranquil water views. As you enter the home, you’re greeted by a bright and spacious living room with inviting views of the outdoors beyond. This welcoming space flows seamlessly into the kitchen and dining area, creating the perfect setting for indoor/outdoor entertaining and everyday enjoyment as living room opens to a covered patio, offering generous space for outdoor dining and lounging. At the heart of the home, a brand-new kitchen shines with a large island, breakfast bar, and dedicated dining area—perfect for gathering and hosting. A well-appointed butler’s pantry adds both function and style, featuring a desk workspace, second sink, and ample cabinetry. Enjoy cooking with top-tier appliances, including dual ovens and sleek induction cooktop. The spacious primary suite is a private sanctuary, where sliders and French doors lead to a serene backyard and a charming back porch—ideal for unwinding with evening cocktails as the sun sets. This sanctuary is also appointed with an ample walk- in closet for your comfort and convenience. Step outside to your own tropical oasis: a sparkling pool and spa, lush lawn, and a sandy beach area complete with a cozy fire pit. Boating enthusiasts will love the oversized dock equipped with a 10,000 lb boat lift, providing gorgeous sunset views over Bimini Bay and direct access to the Gulf, Tampa Bay, and the Intracoastal Waterway. Beyond the beauty, thoughtful upgrades provide peace of mind. In 2022 the seawall was replaced and sewer pipes were scoped and lined with PVC, a flood mitigation system has been installed, and all windows are hurricane-rated. This is more than a home—it’s a lifestyle. Start your mornings with sunlight dancing on the water, spend afternoons cruising the bay or playing a round at the nearby Key Royale Club, and end your days exploring Anna Maria Island’s renowned beaches, boutique shops, and charming restaurants. This property is a true island gem, perfectly capturing the relaxed elegance of coastal living. 617 Dundee Lane, Holmes Beach
$499,000 Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop. 2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code Welcome to an inviting ground-level canal-front condo tucked into the highly sought-after WestBay Point and Moorings community on beautiful Anna Maria Island. This bright and airy 2-bedroom, 2-bath residence welcomes you with a private front courtyard—an ideal spot for morning coffee or a quiet read—then leads into a versatile enclosed lanai offering endless possibilities for a home office, sunroom, or additional entertaining space. Inside, the updated kitchen features KraftMaid cabinets, and new countertops, convenient pull-out drawers and a wet bar that make hosting effortless. The expansive dining and living room combination brings in natural light from multiple sliders and flows seamlessly to the enclosed back lanai, where peaceful canal views and glimpses of the community tennis courts set a serene backdrop. The primary suite is a tranquil retreat with lanai access, an updated ensuite bathroom and generous walk-in closet with abundant storage. The beautifully updated second bath serves the guest bedroom, which also enjoys direct access to the front lanai, plus its own walk-in closet. This ground-floor unit is especially attractive for its accessibility and, importantly, it did not flood. Beyond the home, WestBay Point and Moorings deliver resort-style amenities: a heated community pool and spa, well-maintained tennis courts, and a kayak launch for easy access to the canal and surrounding waterways. Nestled in the heart of Holmes Beach, the community offers a rare combination of convenience and privacy—close to shops, dining and the island’s renowned beaches, yet tucked away for peaceful, everyday living. This thoughtfully updated condo is a must-see for anyone seeking island living with comfort, storage and outdoor lifestyle conveniences. Short walk to restaurants, shops, and Island trolly stop. 6500 Flotilla Drive Unit 212, Holmes Beach
$2,790,000 Waterfront luxury, exceptional boating, and true peace of mind come together at this beautifully updated Grand Canal home in Holmes Beach on Anna Maria Island. Perfectly positioned on one of the island's most sought-after deep-water canals with no fixed bridges, this 4-bedroom, 3-bath residence offers direct access to Tampa Bay and the Gulf of Mexico, making it an outstanding opportunity for boating enthusiasts. Recently inspected this property has a clean report card and in excellent condition. Meticulously maintained and extensively updated, this furnished home (with a few exclusions) is truly move-in ready. Designed to embrace the island lifestyle, its desirable southern exposure fills the home with natural light while walls of impact-rated sliding glass doors frame breathtaking canal views and create seamless indoor-outdoor living. The private tropical setting features mature landscaping, a producing mango tree, and a fenced backyard centered around a heated pool, oversized spa, and an impressive 12' x 60' dock with a 20,000-pound boat lift—perfect for entertaining, relaxing, or setting off for a day on the water. Inside, white Italian oak-inspired plank tile flooring flows throughout the home. The spacious family room showcases vaulted tongue-and-groove ceilings and a custom entertaining bar, while the beautifully appointed chef's kitchen offers quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private waterfront primary suite featuring a walk-in closet, water closet, and direct access to a peaceful outdoor retreat overlooking the canal. A flexible den easily functions as a fourth bedroom, home office, or additional guest space. Extensive improvements completed in 2021 provide exceptional quality and lasting value, including a new roof, impact windows and sliding glass doors, updated dock and pilings, and all-new Schedule 40 drain piping beneath the slab. In 2025, a 26KW whole-house generator with a 500-gallon propane tank was added, providing dependable backup power. The covered waterfront lanai is already plumbed and wired for a future outdoor kitchen, while the oversized garage, carport, and generous parking offer convenience for family and guests alike. Located in the heart of Holmes Beach, just minutes from Anna Maria Island's world-famous beaches, waterfront restaurants, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on the island. Combining luxury, quality construction, extensive recent improvements, and remarkable waterfront access, this is a rare opportunity to own an exceptional canal-front home where all the hard work has already been done.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent. 4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code Waterfront luxury, exceptional boating, and true peace of mind come together at this beautifully updated Grand Canal home in Holmes Beach on Anna Maria Island. Perfectly positioned on one of the island's most sought-after deep-water canals with no fixed bridges, this 4-bedroom, 3-bath residence offers direct access to Tampa Bay and the Gulf of Mexico, making it an outstanding opportunity for boating enthusiasts. Recently inspected this property has a clean report card and in excellent condition. Meticulously maintained and extensively updated, this furnished home (with a few exclusions) is truly move-in ready. Designed to embrace the island lifestyle, its desirable southern exposure fills the home with natural light while walls of impact-rated sliding glass doors frame breathtaking canal views and create seamless indoor-outdoor living. The private tropical setting features mature landscaping, a producing mango tree, and a fenced backyard centered around a heated pool, oversized spa, and an impressive 12' x 60' dock with a 20,000-pound boat lift—perfect for entertaining, relaxing, or setting off for a day on the water. Inside, white Italian oak-inspired plank tile flooring flows throughout the home. The spacious family room showcases vaulted tongue-and-groove ceilings and a custom entertaining bar, while the beautifully appointed chef's kitchen offers quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private waterfront primary suite featuring a walk-in closet, water closet, and direct access to a peaceful outdoor retreat overlooking the canal. A flexible den easily functions as a fourth bedroom, home office, or additional guest space. Extensive improvements completed in 2021 provide exceptional quality and lasting value, including a new roof, impact windows and sliding glass doors, updated dock and pilings, and all-new Schedule 40 drain piping beneath the slab. In 2025, a 26KW whole-house generator with a 500-gallon propane tank was added, providing dependable backup power. The covered waterfront lanai is already plumbed and wired for a future outdoor kitchen, while the oversized garage, carport, and generous parking offer convenience for family and guests alike. Located in the heart of Holmes Beach, just minutes from Anna Maria Island's world-famous beaches, waterfront restaurants, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on the island. Combining luxury, quality construction, extensive recent improvements, and remarkable waterfront access, this is a rare opportunity to own an exceptional canal-front home where all the hard work has already been done.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent. 501 68th Street, Holmes Beach
$879,000 Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge. 2 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge. 2811 Gulf Drive, Holmes Beach
$760,000 THIS is the ultimate beachfront "Turn-Key" Investment where shorter-term rentals are permitted. Skip the furniture trucks and design stress and start enjoying a fully furnished vacation home that pays you when you're not using it! Located in the heart of one of the world’s top beaches, Anna Maria Island, this spacious and open concept features a 2-bedroom, 2-bathroom slice of paradise has a flexible 2 week rental policy with a proven track record. This unit is ready for your first sunset or your first rental guest the moment you close. With a "secret" beach access, you are steps away from the sugar-white sands of the Gulf. Enjoy what feels like a private beach experience with exclusive access points sets the mood for intimate sunsets front and center as this building only has 38 units on the beachside. Unlike many island properties, this unit has undergone a complete structural, foundation and reserve milestones so you can relax stress free. From the sparkling heated pool and spa to the tennis courts/pickleball, shuffleboard, elevator and lush tropical grounds, the entire complex radiates a "newly opened" resort energy. Bright and airy with ceramic tile throughout (perfect for sandy toes), plenty of closet space, two skylights for natural Florida sunshine along with being an end unit allowing more natural light, and a private lanai with entries from both the living room and primary suite to take in sunsets. The convenience of having underground assigned parking, a private storage locker for your beach gear, and an in-unit washer/dryer make living here feel like home! With the Hop on the free Island Trolley right outside to explore Pine Avenue's boutiques or walk to the nearby Holmes Beach Plaza, you’ll never run out of things to do whether you live on vacation or are actually on vacation. Invest in a property that works as hard as you do. Between the scarcity of beachfront units and the booming rental market on Anna Maria Island, Unit 207 is the smartest…and most beautiful…move you’ll make this year. Pack your swimsuit and leave the rest to us. Schedule your showing today! 2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code THIS is the ultimate beachfront "Turn-Key" Investment where shorter-term rentals are permitted. Skip the furniture trucks and design stress and start enjoying a fully furnished vacation home that pays you when you're not using it! Located in the heart of one of the world’s top beaches, Anna Maria Island, this spacious and open concept features a 2-bedroom, 2-bathroom slice of paradise has a flexible 2 week rental policy with a proven track record. This unit is ready for your first sunset or your first rental guest the moment you close. With a "secret" beach access, you are steps away from the sugar-white sands of the Gulf. Enjoy what feels like a private beach experience with exclusive access points sets the mood for intimate sunsets front and center as this building only has 38 units on the beachside. Unlike many island properties, this unit has undergone a complete structural, foundation and reserve milestones so you can relax stress free. From the sparkling heated pool and spa to the tennis courts/pickleball, shuffleboard, elevator and lush tropical grounds, the entire complex radiates a "newly opened" resort energy. Bright and airy with ceramic tile throughout (perfect for sandy toes), plenty of closet space, two skylights for natural Florida sunshine along with being an end unit allowing more natural light, and a private lanai with entries from both the living room and primary suite to take in sunsets. The convenience of having underground assigned parking, a private storage locker for your beach gear, and an in-unit washer/dryer make living here feel like home! With the Hop on the free Island Trolley right outside to explore Pine Avenue's boutiques or walk to the nearby Holmes Beach Plaza, you’ll never run out of things to do whether you live on vacation or are actually on vacation. Invest in a property that works as hard as you do. Between the scarcity of beachfront units and the booming rental market on Anna Maria Island, Unit 207 is the smartest…and most beautiful…move you’ll make this year. Pack your swimsuit and leave the rest to us. Schedule your showing today! 6006 Gulf Drive Unit 207, Holmes Beach
$3,299,000 FULL INTERCOASTAL WATER VIEWS!!! A rare waterfront opportunity awaits on beautiful Anna Maria Island. Set on an oversized homesite along Key Royale Drive, this exceptional property offers the perfect canvas to build your island dream home. The backyard is a tranquil retreat offering world-class sunrise views over the intercoastal waterway, along with direct fishing and boating access to the Gulf. Just down the street, the Key Royale Club features a private 9-hole golf course, dining, and social amenities. You’re also only a short golf cart ride away from Anna Maria Island’s top-rated restaurants, boutique shopping, and pristine white-sand beaches. The existing 3-bedroom, 3-bathroom home sustained water damage from Hurricane Helene and has been partially gutted, providing a clean slate for redevelopment. The spacious backyard already includes a sparkling pool, private dock, and room to add a boat lift — an ideal foundation for waterfront living. Whether you’re seeking a full-time residence, luxury vacation home, or investment property, the possibilities here are endless! 3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code FULL INTERCOASTAL WATER VIEWS!!! A rare waterfront opportunity awaits on beautiful Anna Maria Island. Set on an oversized homesite along Key Royale Drive, this exceptional property offers the perfect canvas to build your island dream home. The backyard is a tranquil retreat offering world-class sunrise views over the intercoastal waterway, along with direct fishing and boating access to the Gulf. Just down the street, the Key Royale Club features a private 9-hole golf course, dining, and social amenities. You’re also only a short golf cart ride away from Anna Maria Island’s top-rated restaurants, boutique shopping, and pristine white-sand beaches. The existing 3-bedroom, 3-bathroom home sustained water damage from Hurricane Helene and has been partially gutted, providing a clean slate for redevelopment. The spacious backyard already includes a sparkling pool, private dock, and room to add a boat lift — an ideal foundation for waterfront living. Whether you’re seeking a full-time residence, luxury vacation home, or investment property, the possibilities here are endless! 633 Key Royale Drive, Holmes Beach
$1,074,000 Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details. 3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code Competitively Priced to sell, come see this beautifully maintained home for yourself! Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool Rendering and estimate in attachments for informational purposes only. This property qualifies for a lender credit when using preferred lender. Inquire for details. 2905 Avenue C, Holmes Beach
$400,000 Welcome to Runaway Bay, a vibrant island style waterfront community in Bradenton Beach, where coastal charm meets exceptional investment opportunity. With weekly rentals permitted, this sought-after destination offers the perfect balance of personal enjoyment and income potential. This beautifully updated 1-bedroom, 1-bath ground-floor condo captures serene lagoon views, complete with the soothing sounds of the fountain just beyond your door. Step inside to a light-filled interior where recent renovations create a fresh, airy coastal feel. Natural light pours through the space, immediately drawing your eyes to the water and enhancing the relaxed island ambiance. The spacious primary suite serves as a peaceful retreat, offering tranquil lagoon views to greet you each morning. Enjoy your coffee or unwind in the evening on the private lanai, ideally positioned for both privacy and picturesque surroundings. Thoughtfully upgraded throughout, this condo is truly move-in or rental ready, featuring hurricane-impact windows and doors, along with updated kitchen and bath finishes, flooring, trim, interior doors, appliances, water heater, and furnishings. Runaway Bay continues to impress with extensive community enhancements, including new roofs and gutters, and a host of resort-style amenities: deeded beach access, a newly built oversized bay front observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), refreshed pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling areas, and a clubhouse with a fitness center currently being revitalized. Whether you're searching for your own island escape or a high-performing vacation rental, this exceptional property delivers the best of both worlds. 1 Beds ⋅ 1 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code Welcome to Runaway Bay, a vibrant island style waterfront community in Bradenton Beach, where coastal charm meets exceptional investment opportunity. With weekly rentals permitted, this sought-after destination offers the perfect balance of personal enjoyment and income potential. This beautifully updated 1-bedroom, 1-bath ground-floor condo captures serene lagoon views, complete with the soothing sounds of the fountain just beyond your door. Step inside to a light-filled interior where recent renovations create a fresh, airy coastal feel. Natural light pours through the space, immediately drawing your eyes to the water and enhancing the relaxed island ambiance. The spacious primary suite serves as a peaceful retreat, offering tranquil lagoon views to greet you each morning. Enjoy your coffee or unwind in the evening on the private lanai, ideally positioned for both privacy and picturesque surroundings. Thoughtfully upgraded throughout, this condo is truly move-in or rental ready, featuring hurricane-impact windows and doors, along with updated kitchen and bath finishes, flooring, trim, interior doors, appliances, water heater, and furnishings. Runaway Bay continues to impress with extensive community enhancements, including new roofs and gutters, and a host of resort-style amenities: deeded beach access, a newly built oversized bay front observation and fishing pier, the largest heated pool on Anna Maria Island (recently renovated), refreshed pickleball and tennis courts, shuffleboard, a kayak launch, multiple grilling areas, and a clubhouse with a fitness center currently being revitalized. Whether you're searching for your own island escape or a high-performing vacation rental, this exceptional property delivers the best of both worlds. 1801 Gulf Drive N Unit 183, Bradenton Beach
$695,000 Short-term rentals are permitted! Enjoy coastal living at Playa Encantada on Anna Maria Island. This beautifully remodeled second-floor condo features 2 bedrooms and 2 bathrooms and comes fully furnished, making it truly move-in ready. Located in one of the island’s most sought-after beachfront communities, residents enjoy a wide range of amenities including private beach access, a heated swimming pool, spa, tennis and pickleball courts, shuffleboard, elevator access, covered parking, and convenient beach entry just across the street. The unit offers desirable southern exposure with views overlooking the tennis courts. Inside, you’ll find a beautifully remodeled kitchen with elegant quartz countertops, stainless steel appliances, including a spacious double oven and an open-concept layout ideal for entertaining. The primary suite features a generous walk-in closet and a beautifully updated bathroom with a walk-in shower. Crown molding and tile flooring throughout add a refined touch. Additional highlights include an in-unit stackable washer and dryer, a tankless water heater, stainless appliances installed in 2023 and an A/C system installed in 2021. Step out onto the large covered lanai to enjoy Florida’s lush scenery and stunning skies. A private owner’s storage room along with a dedicated parking spot is also included on the ground level. With a two-week minimum rental policy, this property offers excellent potential as an income-producing investment or a relaxing second home. Experience the best of the Florida lifestyle, including convenient private beach access with limited public entry nearby for added privacy. The condo is ideally located near a trolley stop, offering free and easy transportation to nearby restaurants and shops. Call for your private showing today. 2 Beds ⋅ 2 Baths ⋅ Playa Encantada Condominium SubDv. ⋅ 34217 Zip Code Short-term rentals are permitted! Enjoy coastal living at Playa Encantada on Anna Maria Island. This beautifully remodeled second-floor condo features 2 bedrooms and 2 bathrooms and comes fully furnished, making it truly move-in ready. Located in one of the island’s most sought-after beachfront communities, residents enjoy a wide range of amenities including private beach access, a heated swimming pool, spa, tennis and pickleball courts, shuffleboard, elevator access, covered parking, and convenient beach entry just across the street. The unit offers desirable southern exposure with views overlooking the tennis courts. Inside, you’ll find a beautifully remodeled kitchen with elegant quartz countertops, stainless steel appliances, including a spacious double oven and an open-concept layout ideal for entertaining. The primary suite features a generous walk-in closet and a beautifully updated bathroom with a walk-in shower. Crown molding and tile flooring throughout add a refined touch. Additional highlights include an in-unit stackable washer and dryer, a tankless water heater, stainless appliances installed in 2023 and an A/C system installed in 2021. Step out onto the large covered lanai to enjoy Florida’s lush scenery and stunning skies. A private owner’s storage room along with a dedicated parking spot is also included on the ground level. With a two-week minimum rental policy, this property offers excellent potential as an income-producing investment or a relaxing second home. Experience the best of the Florida lifestyle, including convenient private beach access with limited public entry nearby for added privacy. The condo is ideally located near a trolley stop, offering free and easy transportation to nearby restaurants and shops. Call for your private showing today. 6005 Gulf Drive Unit 219, Holmes Beach
$6,195,000 Experience luxury coastal living in this gorgeous modern BEACH HOUSE on Anna Maria Island! Offering full, unobstructed Gulf views this 6-bedroom, 5.5-bath residence features 3,375 sq ft of thoughtfully designed living space and includes an elevator for convenient access to all 3 levels of the home. The open-concept great room showcases panoramic water views and connects seamlessly to the gourmet kitchen, complete with high-end appliances, premium cabinetry, and a sleek dining area. A spacious balcony extends the living space outdoors, providing the perfect setting for enjoying the incredible water views. This property comes exquisitely turnkey furnished. The primary suite offers a relaxing retreat with a king-sized bed, spa-style ensuite bathroom, walk-in shower, soaking tub, and double vanities. Guest bedrooms are each generously sized for comfort and relaxation. Outdoor living is exceptional, highlighted by a rooftop deck with a seating area, and fire pit, ideal for stunning AMI sunsets over the Gulf and complete sunrises over the Bay. The oasis inspired yard features a private heated pool, in-ground spa, outdoor kitchen and a poolside putting green. Located in beautiful Bradenton Beach, this residence is steps from the shoreline and close to local dining, shopping, and the island’s free trolley. With breathtaking Gulf views from nearly every room and successful vacation rental history, this property is ideal as a full-time residence or investment opportunity. If you are dreaming of a BEACH HOME, this is the one! 6 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code Experience luxury coastal living in this gorgeous modern BEACH HOUSE on Anna Maria Island! Offering full, unobstructed Gulf views this 6-bedroom, 5.5-bath residence features 3,375 sq ft of thoughtfully designed living space and includes an elevator for convenient access to all 3 levels of the home. The open-concept great room showcases panoramic water views and connects seamlessly to the gourmet kitchen, complete with high-end appliances, premium cabinetry, and a sleek dining area. A spacious balcony extends the living space outdoors, providing the perfect setting for enjoying the incredible water views. This property comes exquisitely turnkey furnished. The primary suite offers a relaxing retreat with a king-sized bed, spa-style ensuite bathroom, walk-in shower, soaking tub, and double vanities. Guest bedrooms are each generously sized for comfort and relaxation. Outdoor living is exceptional, highlighted by a rooftop deck with a seating area, and fire pit, ideal for stunning AMI sunsets over the Gulf and complete sunrises over the Bay. The oasis inspired yard features a private heated pool, in-ground spa, outdoor kitchen and a poolside putting green. Located in beautiful Bradenton Beach, this residence is steps from the shoreline and close to local dining, shopping, and the island’s free trolley. With breathtaking Gulf views from nearly every room and successful vacation rental history, this property is ideal as a full-time residence or investment opportunity. If you are dreaming of a BEACH HOME, this is the one! 101 7th Street S, Bradenton Beach